Princess Diana’s Fashion Evolution Epitomized Royal Glamour

Princess Diana’s fashion evolution can only be described as legendary. Even decades after her tragic death, it’s impossible to ignore the Princess of Wales’s ongoing impact on the world of style. The royal, who would have turned 63 today, remains an inspiration to millions for both her philanthropic work and her distinctive personal expression. In fact, Diana’s looks are so famous that they come with special names and stories of their own; they’re some of the most talked-about outfits of all time. The revenge dress, the Travolta dress, that fairytale, David- and Elizabeth Emanuel-designed wedding dress—each stands out as a distinct pop culture moment.

Diana’s rise to prominence during the 1980s meant embracing some of the decade’s key trends. The era of big shoulder pads and shapeless suits was a fashion challenge for all who lived through it, but for royals, it was especially tough. Modern princesses can dress in runway fare from McQueen and Givenchy and—occasionally—test out daring styles. Protocols against short skirts, bare legs, and cleavage are still intact, but their enforcement was stricter in Diana’s day. Still, she was able to cultivate a look that felt unique to her. Pre-fame, she stuck to “Sloane Ranger” staples like preppy sweater vests, printed midi-dresses, and equestrian boots. Once she became a princess, Diana switched gears and began to rely on trusted designers like Catherine Walker, Anya Hindmarch, and Murray Arbeid to create exquisite custom pieces.

Statement-making gowns were Diana’s calling card. Whether she was taking in a performance of The Phantom of the Opera in a strapless navy ball gown by Arbeid covered in silver stars, or wearing a Catherine Walker taffeta number with a gathered skirt at a society gala in Melbourne during the Australian tour she and Charles undertook in 1988, Diana embodied the ideal of the princess, even when her life was far from that fantasy.